After hearing that his ex-girlfriend is now engaged to another man, Dan tries to impress her by saying that he's running for mayor. Stuck with his lie, he now has to start a campaign. Unfortunately, he's new to the politics business, and has a lot to learn.

Dan begins his campaign for mayor, but soon discovers that his friends have reservations about his political aspirations.

Claire considers getting involved with Dan, or at least with his campaign, but only if he comes clean about an accident he had with a c

Dan makes a tough decision and brings Jeff back as his campaign manager, causing Claire see red and change camps, working for Alan Duffy instead.

Dan incurs Claire's anger by using her engagement party as an opportunity to raise some funds for his mayoral campaign.

Dan and Jeff get into a dicey situation with a mascot. Claire makes an investment in her future by focusing on Mike.

Dan feels that his campaign needs a central focus, and so searches for a symbol to rally supporters. Claire, with her wedding date approaching, becomes tied up in the small details.

Not all is going smoothly for Dan and Jeff in his campaign, and a problem arises that puts them in a moral dilemma.

Dan announces a fact that throws a monkey wrench into both his and Anita's campaigns.

A muffin could spell the end of Dan's hopes to win the mayoral race; Jeff encounters a snag.

Claire has a problem and isn't sure who to turn to for help, so she asks Mike... and Dan.

Dan finally gets his apartment to himself when Mike moves out; Claire finds that going back to her old job isn't as easy as she thought it would be.

While Dan and Claire try to sort out their feelings for one another and just which direction their relationship should take, the election campaign continues on, with things going not so well for Dan.